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Winchelsea, UK vacation rentals
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Best Vacation rentals and Airbnb offers in Winchelsea, UK

Our Favorite Family-Friendly Vacation Rentals in Winchelsea, UK

These family-friendly vacation rentals in Winchelsea, UK offer spacious layouts and easy access to top city attractions.

Stoats Old River Way - Winchelsea, UK
9.7 37 reviews
Winchelsea, UK
06/27 – 07/04
$356/nighttotal: $2492 (7 )

Stoats Old River Way

1 2
house , Winchelsea
This four-bedroom Winchelsea vacation home, located near Eastbourne and convenient for exploring the Kent and Sussex countryside, offers easy access to attractions like the Eastbourne Miniature Steam Railway Adventure Park (approximately 27 miles away).
The spacious house features a fully equipped kitchen, private patio and garden with barbecue, free Wi-Fi, parking, and a spa, comfortably accommodating a family with outdoor play equipment.
93 M² House ∙ 2 Bedrooms ∙ 5 Guests - Winchelsea, UK
10 1 review
Winchelsea, UK
08/19 – 08/23
$355/nighttotal: $1420 (4 )

93 M² House ∙ 2 Bedrooms ∙ 5 Guests

2 5
house
This end-of-terrace fisherman's cottage is located in the historic Cinque Port town of Rye, Great Britain, just a 3-foot walk from Mermaid Street.
This 1,000-square-foot dwelling accommodates up to 5 guests with 2 bedrooms and 1 bathroom, featuring a full kitchen, Wi-Fi, parking, and entertainment options including a Fire Stick and Alexa smart home features.
Spacious 4 Bed Family Beach House In Sought After Pett Level Beach, Dogs Welcome - Winchelsea, UK
Winchelsea, UK
06/27 – 07/04
$458/nighttotal: $3206 (7 )

Spacious 4 Bed Family Beach House In Sought After Pett Level Beach, Dogs Welcome

4 2
apartment , HASTINGS
This beachfront apartment is located in the quiet Pett Level Beach community, a 4-mile drive from Hastings' cultural sites like the Jerwood Gallery and Stables Theatre.
This 4-bedroom, 2-bathroom house accommodates up to 8 guests and features direct beach access, a wrap-around garden, a microwave oven, a dishwasher, and parking.
Rye Town Centre Flat. 4 Persons (Plus 1 Infant) - Winchelsea, UK
10 2 reviews
Winchelsea, UK
08/19 – 08/23
$241/nighttotal: $964 (4 )

Rye Town Centre Flat. 4 Persons (Plus 1 Infant)

1 5
apartment , Sussex de l'Est
This two-bedroom, one-bathroom apartment is located in the historic Ancient Town of Rye, East Sussex, placing you within easy walking distance of local attractions.
This family-friendly flat accommodates up to five guests and includes a fully equipped kitchen, a lounge/diner, and amenities for infants, with secure key-safe access for convenience.

Best Winchelsea, UK vacation rentals with parking

River House - Winchelsea, UK
9.4 24 reviews
Winchelsea, UK
10/20 – 10/30
$217/nighttotal: $2170 (10 )

River House

3 3
house , Playden
River House, a three-bedroom home in Playden, East Sussex, offers a peaceful retreat about 18-19 miles from Eastbourne and its attractions like the Eastbourne Miniature Steam Railway Adventure Park and Eastbourne Pier.
This pet-friendly rental sleeps up to 11 guests and features a fully equipped kitchen, free Wi-Fi, private parking, and a terrace; nearby activities include exploring the charming town of Playden itself.
Heron's Wood At Greyfriars - Uk33357 - Winchelsea, UK
Winchelsea, UK
06/27 – 07/04
$435/nighttotal: $3045 (7 )

Heron's Wood At Greyfriars - Uk33357

1 2
house , Winchelsea
Heron's Wood At Greyfriars, a 5-star vacation home in Winchelsea, is situated 19 miles from Ashford Eurostar International and 25 miles from Eastbourne Miniature Steam Railway Adventure Park.
This 2-bedroom, 2-bathroom cottage accommodates up to 7 guests and features a hot tub, private garden, fireplace, and a kitchen with a dishwasher, with private parking available for an additional charge.
Loke Cottage  Winchelsea Town  Near Rye - Winchelsea, UK
9.0 2 reviews
Winchelsea, UK
08/19 – 08/23
$320/nighttotal: $1280 (4 )

Loke Cottage Winchelsea Town Near Rye

2 5
cottage , Winchelsea
This Winchelsea cottage is a short walk from the Church of St. Thomas Becket and St. Thomas the Martyr, and within 3 miles of the High Weald and Camber Castle.
This three-bedroom, one-bathroom house sleeps five, features a fully equipped kitchen with dishwasher and a washing machine, free Wi-Fi, and a garden, and is conveniently located near Winchelsea Station.
Applecote A Studio Apartment For Two Rye, East Sussex - Winchelsea, UK
9.6 62 reviews
Winchelsea, UK
06/27 – 07/04
$153/nighttotal: $1071 (7 )

Applecote A Studio Apartment For Two Rye, East Sussex

1 2
studio , Rye
Applecote is a studio apartment in Rye, East Sussex, located just 26 miles from Eurotunnel UK and 27 miles from Leeds Castle, making it a convenient base for exploring the charming town and surrounding countryside. Reviewers consistently rate the studio excellent for its cleanliness, location, and overall experience.
This comfortable apartment features a well-equipped kitchen with a fridge, freezer, and microwave oven, perfect for self-catering. Guests can enjoy a private patio, a garden, and a spa, along with parking, air conditioning, and internet access.

Frequently Asked Questions about vacation rentals in Winchelsea, UK

  • Which walking or cycling routes are the best in Winchelsea?

    The coastal path leading to Rye is a beautiful walk, offering stunning views of the English Channel. If you prefer cycling, the Romney Marsh Cycleway is a great option, offering a flat and scenic route through the countryside.
  • What are the best Airbnb and vacation rentals in Winchelsea, UK?

    Romantic Glamping Cabin Near Beautiful Rye, Wheelwrights and Private Area Of Our Grade Ii Listed Oast House Rye are the most popular Airbnb and vacation rentals in Winchelsea, UK among travelers.

  • What sports or outdoor activites can visitors enjoy in and around Winchelsea?

    Winchelsea is a great place for outdoor activities. You can go for a swim at the beach, play golf at the nearby Rye Golf Club, or go for a hike in the countryside. There are also opportunities for fishing and birdwatching.
  • What are the most popular Airbnbs in Winchelsea, UK?

    Among the Airbnbs in Winchelsea, UK, Romantic Glamping Cabin Near Beautiful Rye, Wheelwrights and Private Area Of Our Grade Ii Listed Oast House Rye are the most popular ones.

  • What other towns or cities can be easily accessed from Winchelsea?

    Winchelsea is well-connected to other towns and cities. You can easily reach Hastings, Rye, and even Brighton by car or train.
  • What are the best vacation rentals with a pool in Winchelsea, UK?

    Rye Harbour Caravan, Gallery Apartment and Henry-oscar House are the best vacation rentals with a pool in Winchelsea, UK.

  • What amenities are commonly available in vacation rentals in Winchelsea?

    Vacation rentals in Winchelsea typically offer amenities like Wi-Fi, a fully equipped kitchen, and a comfortable living space. Some rentals may also have a garden, patio, or even a fireplace.
  • What are the best rentals for families and kids in Winchelsea, UK?

    The best rentals for families and kids in Winchelsea, UK are Wheelwrights, Moonfleet - Beautiful Flat In Historic Rye and Rye Bay Beach Apartment.

  • What time of year is best to rent a vacation rental Winchelsea?

    The best time to visit Winchelsea depends on your preferences. Summer offers warm weather and plenty of sunshine, while spring and fall provide a more peaceful atmosphere.
  • What are the best rentals or Airbnbs with a jacuzzi in Winchelsea, UK?

    The best vacation rentals or Airbnb with a jacuzzi in Winchelsea, UK are Stowaway Beach House Camber Sands, Kinara In Camber and Henry-oscar House.

  • What are the local dishes in Winchelsea region?

    The local cuisine in Winchelsea is a mix of traditional English dishes and fresh seafood. You can try local favorites like fish and chips, shepherd's pie, or a hearty roast dinner. Don't forget to sample the local cheeses and beers.

Destinations nearby

Find the Best Vacation Rentals with Balconies in Winchelsea, UK

Elevate your stay in Winchelsea, UK with a vacation rental featuring a private balcony and stunning city skyline views.

The Container - Winchelsea, UK
9.8 19 reviews
Winchelsea, UK
06/27 – 07/04
$128/nighttotal: $896 (7 )

The Container

1 2
house , Iden
This house in Iden is located 16 miles from Ashford Eurostar International and 24 miles from Eurotunnel UK.
This 160 square feet dwelling accommodates up to 3 guests and features a kitchenette, a fireplace, a garden with an outdoor dining area, barbecue facilities, and complimentary private parking and WiFi.
Winchelsea Sands Holiday Park - Winchelsea, UK
8.1 25 reviews
Winchelsea, UK
10/20 – 10/30
$115/nighttotal: $1150 (10 )

Winchelsea Sands Holiday Park

3 3
apartment , Winchelsea
This Winchelsea dwelling is located 27 miles from Eastbourne Miniature Steam Railway Adventure Park and 28 miles from Eastbourne Pier.
This pet-friendly unit offers 220 square feet of living space, accommodating up to 11 guests with a fully equipped kitchen, private terrace, and complimentary on-site parking and WiFi.
Southbank - Winchelsea, UK
8.9 28 reviews
Winchelsea, UK
10/20 – 10/30
$180/nighttotal: $1800 (10 )

Southbank

3 3
house , Rye
This Rye house is located in a historic town, 25 miles from the Eurotunnel UK and 27 miles from Leeds Castle.
The three-bedroom house includes a private garden, a terrace, a spa, and free parking, making it ideal for families looking for a relaxing getaway in the English countryside.
Wellington In The Heart Of Rye, Sleeps 4 Only A Minutes Walk From Mermaid Street - Winchelsea, UK
Winchelsea, UK
10/20 – 10/30
$221/nighttotal: $2210 (10 )

Wellington In The Heart Of Rye, Sleeps 4 Only A Minutes Walk From Mermaid Street

2 3
cottage , Rye
This two-bedroom cottage, located at the foot of Mermaid Street in Rye, offers direct access to the town's shops, pubs, galleries, and historic sites.
This 730 square foot dwelling accommodates up to four guests with two bedrooms, one bathroom, a modern kitchen, a separate TV room, and a private courtyard, all equipped with internet and parking.

Top Dog-Friendly Vacation Rentals in Winchelsea, UK

Discover pet-friendly vacation rentals in Winchelsea, UK that prioritize comfort for both you and your dog.

Excellent Central Location, A Stylish Cosy Retreat - Winchelsea, UK
9.9 343 reviews
Winchelsea, UK
10/20 – 10/30
$228/nighttotal: $2280 (10 )

Excellent Central Location, A Stylish Cosy Retreat

1 3
apartment , Sussex de l'Est
The Crow's Nest apartment is a pet-friendly, two-bedroom rental centrally located in Rye, East Sussex, within the ancient citadel, offering easy access to Rye's shops and restaurants.
This family-friendly unit sleeps four, features a fully equipped galley kitchen with a Nespresso machine, and includes free Wi-Fi and an internet-connected TV; a dedicated pet bed is also provided.
The Gallery Apartment - Rye Central Chic - Pass The Keys - Winchelsea, UK
10 1 review
Winchelsea, UK
10/20 – 10/30
$208/nighttotal: $2080 (10 )

The Gallery Apartment - Rye Central Chic - Pass The Keys

2 3
apartment , Rye
The Gallery Apartment is located in Rye Central, offering direct access to local amenities and attractions.
This 800-square-foot condo accommodates up to 7 guests with 2 bedrooms and 1 bathroom, featuring a fully equipped kitchen with a dishwasher and oven, complimentary WiFi, and an in-unit washing machine.
Chequer -  A Holiday Let That Sleeps 14 Guests  In 7 Bedrooms - Winchelsea, UK
10 1 review
Winchelsea, UK
08/19 – 08/23
$1756/nighttotal: $7024 (4 )

Chequer - A Holiday Let That Sleeps 14 Guests In 7 Bedrooms

7 5
apartment , Rye
This apartment in Rye is located within a 5-minute walk of the train station and offers proximity to landmarks such as Lamb House and Landgate.
This 5,500 square foot residence accommodates up to 14 guests with 7 bedrooms and 6 bathrooms, featuring a well-equipped kitchen, multiple reception rooms, and a concierge service for local experiences.
Heron's Wood At Greyfriars - Uk33357 - Winchelsea, UK
Winchelsea, UK
06/27 – 07/04
$435/nighttotal: $3045 (7 )

Heron's Wood At Greyfriars - Uk33357

2 2
cottage , Winchelsea
This historic Grade II listed stone cottage wing is located on the outskirts of Winchelsea, a short walk to the farm shop and pub, 1 mile from Winchelsea beach, 2 miles from Rye, and 6 miles from Camber Sands.
This pet-friendly, family-friendly cottage accommodates up to 4 guests in 2 bedrooms and 2 bathrooms, offering amenities such as internet, a garden with a wood-fired hot tub, BBQ, shared courtyard barn with a dog-washing station, and gas underfloor heating, all within proximity to Winchelsea's historical sites and Rye's shops and restaurants.
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